Premium
Enantioselective Total Synthesis of Marine Diterpenoid Clavulactone
Author(s) -
Yang ZhenYu,
Liao HongZe,
Sheng Kang,
Chen YongFei,
Yao ZhuJun
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201201369
Subject(s) - enantioselective synthesis , terpenoid , stereochemistry , chemistry , organic chemistry , catalysis
The key steps in the synthesis of clavulactone are formation of an enantiopure cyclopentane precursor by epoxide rearrangement and intramolecular carbonyl–ene reaction, construction of the 3,4‐dihydro‐2 H ‐pyran ring by intermolecular hetero‐Diels–Alder reaction, closure of the eleven‐membered ring, and finally generation of the lactone functionality by chemoselective allylic C(sp 3 )H oxidation.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom